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Intermediates of Eribulin Mesylate

Views:45     Author:Site Editor     Publish Time: 2020-12-28      Origin:Site


Eribulin is a chemotherapy drug. Its full name is eribulin mesylate. Eribulin is a microtubule inhibitor indicated for the treatment of patients with metastatic breast cancer who have previously received at least two chemotherapeutic regimens for the treatment of metastatic disease. Eribulin was isolated from the marine sponge Halichondria okadai. Eribulin is also being investigated for use in the treatment of advanced solid tumors 2.


Structure

C40H59NO11

Monoisotopic Weight:  729.89

Chemical Formula: C40H59NO11


Mechanism of Action

Eribulin inhibits the growth phase of microtubules without affecting the shortening phase and sequesters tubulin into nonproductive aggregates. Eribulin exerts its effects via a tubulin-based antimitotic mechanism leading to G2/M cell-cycle block, disruption of mitotic spindles, and, ultimately, apoptotic cell death after prolonged mitotic blockage.


Key synthesis steps


key synthesis of Eribulin 1


key synthesis of Eribulin 2


key synthesis of Eribulin 3


key synthesis of Eribulin 4


Main intermediates of Eribulin Mesylate we can commercial supply


CAS#157322-83-3

Fragment A;

Methyl 2-((2R,4aS,6S,7R,8S,8aS)-7,8-bis((tert-butyldimethylsilyl)oxy)-6-((S,E)-1-((tert-butyldimethylsilyl)oxy)-3-iodoallyl)octahydropyrano[3,2-b]pyran-2-yl)acetate

 

 157322-47-9

CAS#157322-47-9

 

Fragment B;
[2S-[2alpha,5beta(3S*,5S*)]]-2,2-Dimethylpropanoic acid 3-[tetrahydro-5-(3-hydroxy-6-iodo-5-methyl-6-heptenyl)-4-methylene-2-furanyl]propyl ester

 

 

 157322-83-3

CAS#871348-24-2

 

Fragment C;

3,6-Anhydro-2,4,7-trideoxy-8,9-bis-O-[(1,1-dimethylethyl)dimethylsilyl]-5-O-methyl-4-[(phenylsulfonyl)methyl]-D-glycero-D-gulo-nonose

 

 871348-24-2

CAS# 871360-42-8 and 871360-43-9

Eribulin N-6

 

 871360-42-8

  




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